PDF | On Jan 1, , A F Halim and others published The fact about echinopsine and first isolation of echinorine from Echinops spinosus L. Others reported its isola- tion from different species of the genus including the Egyptian Echinops spinosus L. without any mention to the detection of echinorine . Echinops spinosus L. is distributed in the semihumid zones of tropical and North Africa, the Mediterranean basin, and temperate regions up to.

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The fact about echinopsine and first isolation of echinorine from Echinops spinosus L. Controversial studies were obtained about the natural existence of echinopsine. Some studies considered it as an artifact formed from a apinosus quaternary amine alkaloid called echinorine during alkali treatment of the plant extract.

Others reported its isola- tion from different species of the genus including the Egyptian Echinops spinosus L.

In this study, echinopsine was proved to be a natural al- kaloid after its isolation from Echinops spinosus L. Moreover, this study reports the first isolation and spectral identification of echinorine from the title spe- cies. Echinopsine; echinorine; Echinops spinosus L. They also have anti-snake uted through Mediterranean region to central venom Agoro,antifertility Padashetty Asia and Tropical Africa Kadereit and Jeffrey, and Mishra, and cytotoxic activity Jin It is common throughout the Sahara Among the currently accepted genera including Sinai and the Red Sea coast.

Tack- of the Asteraceae, simple quinoline alkaloids holm cited E. Later, Boulos the genus Hegnauer, Echinopsine was considered both as separate species isolated from the fruits of the European spe- represented in the Egyptian flora, and recent- cies E.

Many of Echinops species secondry metab- Since then echinopsine and few other related olites or crude extracts exert hepatoprotective alkaloids have been reported in several Chiu, et al.

InArun,anti-inflammatory Singh et al. Melting point ap- sphaerocephalus seeds extract. Later on, paratus from Fisher-johns Scientific Co. The new The capitula of Echinops spinosus L.

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The species was kindly authenticated kaloids were considered artifacts formed by Dr.

File:Echinops spinosus 2c.JPG

Mashaly, Professor of Plant Ecology, during the isolation process. A herbal specimen is Several years later, however, echinopsine preserved at the Department of Pharmacog- was isolated from the Egyptian E. Twenty grams of freshly powdered fruits were subjected to successive extraction echinos a Therefore, the present work was concen- continuous extraction apparatus Soxhlet trated on reinvestigation of the alkaloidal con- with solvents of increasing polarity in the fol- tent of E.

Complete extrac- out the extraction or fractionation process. The marc left after spinoss Equipments: The analytes were detected by mass bases Shellard,for flavonoids Geis- spectrometry using eletcrospray ionization in- man, and Balbaa et al.

Fraction 64 troleum ether. The jected to crystallization to afford compound 1 chloroform extract was concentrated under 45 mg. The most extract was echinopd under vacuum at suitable solvent system was found to be temperature not exceeding 45oC.

File:Echinops spinosus – Wikimedia Commons

Consequently, oped with different solvent systems, examined residue B 9. The most suitable sol- i. Consequently, residue A 0. Fractions, 50ml each, were separ- The effluent was ately collected, concentrated and monitored collected in ml fractions.

The presence of 2 methyl singlets and traced under UV lamp, scrapped, eluted six aromatic protons signals spinoss account with hot methanol and concentrated to afford for the 12 protons and 8 carbons. The HMQC pure compound 2 9mg. CNMR data Table 1. Nevertheless, exami- nation of the different NMR data listed in Ta- Furthermore, the position of the 2 methyl ble 1 readily proved that compound 1 is echi- groups was deduced from the HMBC ex- nopsine.

The most diagnostic COSY and periments. Oth- amorphous substance, soluble in methanol, er HMBC correlations are indicated in Fig- echino;s soluble in chloroform and insoluble in ure 2: Therefore, compound 2 is echinorine Echinopsine being exhinops weak base Open- which was isolated from several species shaw, due to resonance of the lone spinoxus of European Echinops but this is the first of electrons of its nitrogen spinosys with the qui- report about its isolation from Echinops spi- nolinone system may explain its direct extrac- nosus.


However, its detection in the spinsus acetic acid extract is either due The isolation of echinopsine was done di- to incomplete extraction with chloroform with- rectly from the chloroform extract of the fresh- out alkalinization or partial transformation of ly powdered fruits without any alkali treat- the labile quaternary amine quinolinium com- ment indicated that it is a natural alkaloid pound, echinorine, during extraction and fur- spjnosus not an artifact.

Crystalline caffeic echinopsine, novel alcaloide crystalise, Rec. Chemotaxonomy der Pflanzen, Band 3, Dicotyledoneae: Medicinal Plant Constituents, 3rd und Stuttgart, p: Screenig of Echinops Ban’kovskii, A. Alkaloids of Echi- logical activities and chemical constituents, nops sphaerocephalus, Doklady Akademii Phytomedicine, Cytotoxic proper- Boulos, L. Families and Genera of Vascular Plants, Ku- Insect Publishing, Cairo, Egypt, p: ApigeninO- glucoside and echinopsine from Echinops Chiu, F.

Plants of the Bible: Viscous globe-thistle

The pharmacological and pathologi- Quinoline alka- loids other than those of Cinchona, in Mans- Geisman, T. Chemistry of flav- ke, R. Effect of terpenoidal fraction of Spnosus Medica, Alkaloid and lipid constit- uents of Echinops niveus, Phytochemistry, Singh, B.

Anti-inflammatory activity of Echinops echinatus, J. Echinop- Screening for cytotoxic and antimalarial activ- sine, Monatsh, Echinorine, a quinoline alkaloid from the fruits of Echinops spjnosus, Pharmazie, On the constituents of the wild Egyp- Schroeder, P. Reprint from Journal of Environmental Sciences, ; Vol. Remember me on this computer. Enter the spimosus address you signed up with and we’ll email you a reset link.

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